Synthesis and some reactions of silicon phthalocyanine anions

The reactions of PcSi(OH)₂ or Me₃Si(OSiPc)_1–3 OSiMe₃ with Na or K afford anions of silicon mono-, di-, and triphthalocyanines (Pc_1–3) characterized by electronic absorption and EPR spectra. The reactions of the Pc_1–3 anions with proton donors (H₂O and CH₃COOH), Me₃SiCl, and O₂ are carried out. The Pc_1–3 anions in THF are reduced to the Pc ₁ ^3? monophthalocyanine trianion with the partial rearrangement of the phthalocyanine into corrole. In benzene the reactions of Pc_1–3 with Na or K occur only with an additive of crown ether (15C5): Na reduces Pc₁ to the Pc ₁ ^2? dianion, Pc₂ and Pc₃ do not react with Na, and potassium reduces Pc_1–3 to the P trianion.